11-Dodecynoic acid

Base Information

• Chemical Name: 11-Dodecynoic acid
• CAS No.: 16900-60-0
• Molecular Formula: C12H20 O2
• Molecular Weight: 196.29
• Hs Code.: 2916190090
• Mol file: 16900-60-0.mol

Synonyms:11-dodecynoic acid

Chemical Property of 11-Dodecynoic acid

Chemical Property:

• Vapor Pressure: 0.000137mmHg at 25°C
• Melting Point: 48°C (estimate)
• Refractive Index: 1.4096 (estimate)
• Boiling Point: 310°Cat760mmHg
• Flash Point: 149.8°C
• PSA: 37.30000
• Density: 0.957g/cm³
• LogP: 3.21510

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 11-Dodecynoic acid

There total 23 articles about 11-Dodecynoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

10-iododecanoic acid (71736-18-0) + lithium acetylide-ethylenediamine complex (1216963-74-4) → dodec-11-ynoic acid (16900-60-0)

Guidance literature:

lithium acetylide-ethylenediamine complex; With N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 0.75h; Inert atmosphere;

10-iododecanoic acid; at -5 - 5 ℃;

With sulfuric acid; In water; pH=2.5;

Reference yield: 100.0%

12-trimethylsilyldodedec-10-ynoic acid → dodec-11-ynoic acid (16900-60-0)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 1.5h;

DOI:10.1002/chem.201504882

Reference yield: 96.0%

11,12-dibromododecanoic acid (90265-01-3) → dodec-11-ynoic acid (16900-60-0)

Guidance literature:

With sodium amide; In tetrahydrofuran; ammonia; at -45 - -35 ℃; for 5h; liquid NH₃;

DOI:10.1002/anie.201102967

upstream raw materials:

11-dodecenoic acid

10-iododecanoic acid

lithium acetylide-ethylenediamine complex

11-dodecynoic acid methyl ester

Downstream raw materials:

11-dodecynoic acid methyl ester

(S)-((1S,2R)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 2-((S)-3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)dodec-11-ynoate

(S)-((1S,2R)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 2-((S)-1-5-(3-dimethylaminopropylsulfonyl)-1-hydroxypentyl)dodec-11-ynoate

(S)-2-((S)-3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)dodec-11-ynoic acid

Refernces

• 1、 Baldwin, Jack E.,Chen, Deqi,Russell, Andrew T.. "On the synthesis of vinyl isonitriles". . p. 2389 - 2390. Retrieved 1997.
• 2、 Akae, Yosuke,Koyama, Yasuhito,Sogawa, Hiromitsu,Hayashi, Yoshihiro,Kawauchi, Susumu,Kuwata, Shigeki,Takata, Toshikazu. "Structural Analysis and Inclusion Mechanism of Native and Permethylated α-Cyclodextrin-Based Rotaxanes Containing Alkylene Axles". . p. 5335 - 5341. Retrieved 2016/04/09.
• 3、 Rusch, Marion,Zimmermann, Tobias J.,Bürger, Marco,Dekker, Frank J.,G?rmer, Kristina,Triola, Gemma,Brockmeyer, Andreas,Janning, Petra,B?ttcher, Thomas,Sieber, Stephan A.,Vetter, Ingrid R.,Hedberg, Christian,Waldmann, Herbert. "Identification of acyl protein thioesterases 1 and 2 as the cellular targets of the ras-signaling modulators palmostatin B and M". . p. 9838 - 9842. Retrieved 2011/12/02.